Last updated May 1, 3:56am ET

Kenneth McPeek made history in 2024 after saddling the winners in both the Kentucky Oaks and Kentucky Derby.

Thorpedo Anna’s success in the Oaks wasn’t a surprising success, but Brian Hernandez recreated his heroics 24 hours later when springing a shock in the Derby aboard Mystik Dan. But, could the Kentucky Oaks & Kentucky Derby double be achieved again this year? Find the odds here.

Kentucky Oaks Information

StatInformation
WhenFriday, May 2, 2025 at 5:51 PM ET
WhereChurchill Downs, Louisville, Kentucky
How to WatchNBC/USA Network/Peacock

Kentucky Derby Information

StatInformation
WhenSaturday, May 3, 2025 at 6:51 PM ET
WhereChurchill Downs, Louisville, Kentucky
How to WatchNBC/USA Network/Peacock

Bob Baffert to Train Both the Kentucky Oaks & Derby Winners Odds

Baffert to Train Oaks/Derby WinnersOdds
Yes+4000

Brad Cox to Train Both the Kentucky Oaks & Derby Winners Odds

Cox to Train Oaks/Derby WinnersOdds
Yes+3300

Can The Oaks/Derby Double Be Achieved in 2025?

Success in the two standout races across the big weekend at Churchill Downs is a rarity. Kenneth McPeek became only the third different trainer to accomplish the feat in 2024, joining legendary trainers such as Ben Jones and Herbert J. Thompson.

Brian Hernandez became the eighth jockey to achieve the accomplishment, and he was the first since Calvin Borel in 2009. However, the McPeek and Hernandez partnership marked the third time that connections had teamed up with the Oaks and Derby double.

If any trainer is to achieve the feat this year, then the smart money would likely be on Brad Cox. The trainer has the favorite in the Oaks, as Good Cheer could go off as one of the shortest-priced favorites for the fillies’ race in recent memory.

However, Cox is yet to saddle the first-past-the-post in the Derby, with Mandaloun awarded the race in 2021 following Medina Spirit’s disqualification. This year, he has one chance in the Derby. Final Gambit has been improving rapidly, and you can see our runner-by-runner guide for our rundown on his credentials.

Will The Kentucky Oaks & Derby Double Be Achieved in 2025?

If you have read through our picks for the big races this weekend, then you will see that we don’t expect the Oaks/Derby double to be achieved in 2025. However, we are against the shorter of the two Cox runners across the weekend, meaning that if his superstar filly Good Cheer does win the Oaks, then history may be on the horizon.

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Alex Dudley
Alex Dudley

Sports Analyst and Betting Expert

Alex has over 15 years of experience in sports betting, specializing in soccer and horse racing. He uses his deep knowledge of markets and strategies to guide readers through disciplined and informed betting.

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